ANODIC CLEAVAGE OF SEVERAL KETONE N-PHENYLSEMICARBAZONES INTO METHYL N-PHENYLCARBAMATE AND THE CORRESPONDING DIMETHYL ACETALS

被引：2

作者：

Nishikawa, Shinnosuke ^{[1
]}

Yamamori, Haruki ^{[1
]}

Ohashi, Kousuke ^{[1
]}

Okimoto, Mitsuhiro ^{[1
]}

Hoshi, Masayuki ^{[1
]}

Yoshida, Takashi ^{[1
]}

机构：

[1] Kitami Inst Technol, Dept Biotechnol & Environm Chem, Koen, Hokkaido 0908507, Japan

来源：

SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 13期

关键词：

Dimethyl acetal; electron carrier; electrooxidation; iodonium ion; ketone N-phenylsemicarbazone; methyl N-phenylcarbamate; HYPERVALENT IODINE OXIDATION; ELECTROCHEMICAL OXIDATION; ELECTROOXIDATIVE CYCLIZATION; CARBONYL-COMPOUNDS; ACYLHYDRAZONES; HYDRAZONES; CONVERSION; EFFICIENT; OXIMES; 1,3,4-OXADIAZOLES;

D O I：

10.1080/00397911.2012.667184

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several ketone N-phenylsemicarbazones were electrooxidized in the presence of potassium iodide and a base using methanol as the solvent to give nearly commensurate amounts of methyl N-phenylcarbamate and the corresponding dimethyl acetals. Continuous evolution of gaseous nitrogen was observed from the anolyte during the electrooxidation. The reactions were carried out under very mild reaction conditions and are presumed to proceed through a four-electron oxidation process, in which the iodide ion plays an important role as an electron carrier.

引用

页码：1766 / 1771

页数：6